Hi everyone! Happy Monday!

I (29f) have a first date coming up at the end of this week and I’m struggling to come up with outfit ideas for the upcoming warm weather. I’ve seen a lot of back and forth about whether showing cleavage on a first date is good or inappropriate and I’m kinda stuck.

I’ve always been a rather busty girl since I was in my teens and after being shamed for my necklines as a kid I’ve kinda developed a complex about my boobs. But as a teen I was a 34DD and now I’m a 42DD so I can’t exactly hide my chest..

Looking for any ideas/suggestions from both guys and gals! Thanks!!

TLDR: Turning to Reddit to get ideas/suggestions on what’s appropriate to wear on a first date as a busty woman in her late 20s

6 comments
  1. Wear something that makes you feel confident and good about yourself. That’s the most important thing. My boobs are similar size so no you cannot hide them so I say accentuate them in whatever way makes you feel comfortable. It’s a date so it’s certainly okay to be a bit sexy. Let’s face it, with boobs this side we can wear a trash bag and guys are still gonna notice our tits. Wear something for you, not for your date. Relax. He’s there to meet you not just your breasts.

  2. Honestly – don’t let people get into your head. Wear something that you are comfortable with and something that you feel will make you look sexy.

    1st dates are nerve wracking enough without trying to obsess about what you should or shouldn’t wear.

    I’m fairly confident I can probably get away with saying that you more than likely have a nice shirt that tastefully shows off the cleavage and that’s more than fine 😀

    Good Luck on the date. Hope it goes well

  3. Wear whatever feels true to you. You’re not there to trick him into liking you or a fake version of you. You’re there to be yourself.

  4. I think it’s best to emphasize a small waist. If you can’t do that, then just remember: tight on top, less fitting on the bottom. Tight on bottom, less fitting on the top.

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